Trifluoromethylation of enamines under acidic conditions

被引:23
作者
Gritsenko, Roman T. [1 ]
Levin, Vitalij V. [1 ]
Dilman, Alexander D. [1 ]
Belyakov, Pavel A. [1 ]
Struchkova, Marina I. [1 ]
Tartakovsky, Vladimir A. [1 ]
机构
[1] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
Enamines; Iminium ions; Trifluoromethylation; NUCLEOPHILIC TRIFLUOROMETHYLATION; SELECTIVE INHIBITORS; IMINES; AMINES; PERFLUOROALKYLATION; ALDIMINES;
D O I
10.1016/j.tetlet.2009.03.187
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method for the trifluoromethylation of enamines using Me3SiCF3 leading to alpha-CF3-substituted amines is described. The reaction is promoted by hydrofluoric acid generated from KHF2 and either trifluoroacetic or triflic acid, and involves protonation of the enamine followed by transfer of the CF3-carbanion from the silicon reagent to the cationic elecrophile. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2994 / 2997
页数:4
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